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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20248Generated: October 25, 2026

Benzyl mercaptan → 3-Pyridinecarbonitrile, 2-[(phenylmethyl)thio]-

https://huagongshe.com/reaction/20248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl mercaptanHCID 7509—
ReactantPotassium CarbonateHCID 11430—
Reactant2-ChloronicotinonitrileHCID 81079—
SolventDimethylformamideHCID 6228—
Product3-Pyridinecarbonitrile, 2-[(phenylmethyl)thio]-HCID 501238—

Reaction Conditions

Temperature120 °C

Reaction Steps

85 g of 2-chloro-3-cyanopyridine, 98.2 g potassium carbonate anhydrous powder and 600 g of dimethyl formamide were mixed to obtain a suspension. To this suspension, a solution of 79.2 g benzyl mercaptan in 250 ml dimethyl formamide was added dropwise over a period of approx. 3 hours at 80-90° C. The reaction mass was agitated for 2 hours at the same temperature. The temperature was slowly raised to 120° C. Then, the reaction mixture was reacted at 120-130° C. for about 1.5 hours. Afterwards, heating was stopped and reaction mass was allowed to attain the room temperature. Inorganic cake was separated by filtration. Dimethyl formamide was distilled under reduced pressure, and the residue left at bottom was 2-(phenyl methyl thio)-3-cyano pyridine 150 g, sufficiently pure to be used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745631B2
Source datasetuspto-grants-2010_06
ORD IDord-cbcd9c92fadd44968fde6c4bac74bf3e
Source noteuspto-grants-2010_06